House holiday rentals in St. Helena

The spacious outdoor deck is illuminated in the evening glow, featuring multiple seating areas, a dining table, and a hot tub. Large glass doors provide a view into the inviting interior, framed by tall redwood trees, creating a serene ambiance.

4.99 out of 5 average rating, 265 reviews

Quiet Wine County Retreat with Bocce and Hot tub!

Central wine country location Close to wineries, tasting rooms, gourmet market, french bakery & restaurants New luxury 3-BR, 2.5 bath Hot tub & bocce ball We can host 5 adults + 2-3 kids Quiet spacious home nestled in the redwoods on 1/2 acre Complimentary pastries from local bakery Linens, towels, spa robes & toiletries provided Complimentary coffee, tea & sugar Huge outdoor decks with 3 seating areas, dining table, fire-pit Corn-hole, giant jenga & board games Kids’ books, games & baby items

A bright and airy living space features large windows with views of the outdoors. Comfortable seating includes a green sofa and two armchairs. A round marble coffee table sits in front of the sofa, while a dining table is situated nearby. Natural light enhances the welcoming atmosphere.

4.99 out of 5 average rating, 151 reviews

GlenEllenHaven/HotTub/YogaYurt/EvCHGR/Pet Friendly

*5 min Glen Ellen/Kenwood. *20 min to Sonoma/Santa Rosa *45 min Napa Welcome to Glen Ellen Haven, a private 2 bd 1 bath cottage surrounded by organic cabernet vineyards offering views of Sonoma Mountain from expansive deck. We invite you to relax in the hot tub after a day of wine tasting or hiking, practice your daily yoga habit in the 300 sq ft yurt (ask about Sound Healing/Yoga Instructor recommendations), or relax and enjoy the views from our deck. One dog allowed max 25lbs, $150 pet fee.

A modern living area features a large dark green sofa complemented by a cozy white chair and a stylish coffee table. Natural light streams through multiple windows, illuminating a patterned area rug. A dining area and kitchen are visible in the background.

4.96 out of 5 average rating, 106 reviews

Calistoga Tejas Trails

Welcome to Tejas Trails, your country getaway nestled in Calistoga's mountain vistas, just 10 minutes from downtown. This new home (2023) is easy to share with friends or family. Enjoy refreshing mountain sunrises, dinners on the huge deck, watch sunsets sipping wine by the firepit, swing under a large oak tree, and take tranquil walks on the country road. This is the perfect place to leave the hustle and bustle behind, while still minutes from Napa Valley’s finest restaurants and wineries!

A welcoming home is nestled among large oak trees, featuring a spacious deck and multiple steps leading up to the entrance. Lush greenery and a variety of plants frame the path, enhancing the natural surroundings. Bright sunlight casts a warm glow on the scene.

4.89 out of 5 average rating, 523 reviews

The Oak Haven - a relaxing sanctuary w/spa!

Welcome to The Valley Of The Moon! Glen Ellen, a hidden gem in the heart of the rolling hills of wine country, is only 20 minutes from downtown Sonoma and prides itself on offering something amazing for everyone. Many beautiful state parks and famous vineyards are just a few minutes away. Enjoy wilderness and fine wine at your doorstep in a beautiful, private home away from home at The Oak Haven. Relax, take a load off, you deserve it! License Number: LIC24-0319 TOT Certificate No: 1387N

A spacious living area features a modern wall-mounted television and comfortable seating arrangements. A stylish coffee table sits at the center, surrounded by a large area rug. Decorative elements include a plant and artwork, adding a subtle touch to the neutral color palette.

5 out of 5 average rating, 165 reviews

A Wine Travelers Dream in the Heart of Napa Valley

✨Welcome to our beautiful Napa Valley home, perfectly situated between the vibrant energy of downtown and the breathtaking beauty of the Valley. 6 minutes to downtown Napa, 5 minutes to Silverado trail, 20 minutes to Sonoma. Indulge in the world-class restaurants, vibrant nightlife of downtown, or venture into the valley to explore the rolling hills and picturesque landscapes that have made this region famous. After a day of adventure, retreat to our ample space to rewind and rejuvenate.✨

The exterior showcases a landscaped garden featuring diverse greenery, decorative rocks, and a serene stone pathway. A gazebo is positioned in the garden, complementing the house’s two stories, which are framed by trees and plants. The scene is illuminated by soft natural light.

4.97 out of 5 average rating, 207 reviews

Elegant & Spacious Luxury Wine Country Estate

The perfect place for your group to stay in Wine Country! Featuring two large entertaining areas and an additional dining room, this is a great place for fun and relaxation! Play ping pong, pool or poker in our game room, or dine on our spacious patio under the pergola! Relax and soak in our hot tub and enjoy the zen gardens and tranquil water feature, or sip on a glass of wine by the outdoor fire pit. Close to the Sonoma County Airport, wineries, and world-class dining. Welcome home!

A light yellow house features a welcoming front porch with white railings and a staircase leading to the entrance. Windows along the upper level allow natural light, and the well-kept yard includes shrubs. A mailbox is positioned at the foot of the stairs.

4.87 out of 5 average rating, 247 reviews

The Dollhouse in Saint Helena

Charming remodeled Victorian 2 bdrm/2 bath - Light & spacious home. WD- Fireplace- Walking distance to downtown St. Helena,, several wineries and vineyards. 3 min walk to Farmstead, Charter Oak, Gott's and NV Health Spa. Plenty of HOT water in the bathrooms. Modern fully stocked kitchen/All linens and towels provided. Upstairs: Living Room/Dining Room/Kitchen/Guest Bdrm/Full Bath Downstairs: Den with Smart TV/Master Suite Great backyard for dining. Legal short term rental permit.

4.99 out of 5 average rating, 192 reviews

A light-filled living area features a cozy arrangement of two wooden armchairs facing each other over a round table. A large skylight illuminates soft colors on the walls, with built-in shelves displaying decorative items. Large sliding doors open to an outdoor space.

Home in Sonoma

Easy elegance in this wine country home

Enjoy the best of Sonoma from this recently remodeled home. On over 1/2 an acre surrounded by mature fruit trees. New kitchen and baths. Designer finishes. Comfy beds. Spacious and private outside seating and dining areas. Bocce ball court, hot tub and gym. Tucked in, down a private lane and situated among the finest wineries in Sonoma. 2 minutes from Sonoma Golf Club. 10 minutes to Sonoma Square, 20 on bike. 7 minutes to Glen Ellen. 10 minutes to Kenwood. Sonoma County TOT #4124N.

The exterior of a Spanish style bungalow is showcased, featuring a tiled roof and arched doorways. Lush greenery surrounds the structure, with flowering plants adding vibrant colors to the landscaping. A concrete pathway provides access to the charming front entrance.

4.83 out of 5 average rating, 249 reviews

La Casita ~ A Napa Valley Bungalow with Hot Tub!

La Casita is a two bedroom one bath Spanish style bungalow located in Napa’s charming Old Town. We are just a 15 minute walk from downtown or a short Uber ride or drive to posh shops, wine tasting rooms, day spas and critically acclaimed restaurants all within ½ mile. Great location to visit all that the Napa Valley has to offer! Charming spanish style decore, hardwood floors and pleasant gardens with a relaxing hot tub and patio table. 1 dog considered for a $100 fee.

A charming exterior view of Casa LaBloom features a welcoming porch surrounded by lush greenery and palms. The front yard is landscaped with stone pathways and a small birdbath, creating a tranquil atmosphere. The house stands two stories, with a light-colored facade and inviting outdoor spaces.

4.98 out of 5 average rating, 132 reviews

Charming Home Just Steps From Wine & Hot Springs!

An oasis just 2 blocks from downtown Calistoga's tasting rooms, restaurants, hot springs, spas & shopping, Casa LaBloom is a charming home waiting for you to unWINE & relax. Enjoy a cup of perfect home made espresso on the front porch, or lunch under the palms and watch the world go by. Rather taste wine? There are 5 tasting rooms within 2 blocks - no need to drive! Casa LaBloom is the perfect cozy space for a family, or for couples on a secluded wine country get-away.

The living room features a spacious sectional sofa that invites relaxation. A stone accent wall serves as a focal point, while a ceiling fan provides air circulation. Natural light filters in through large windows, and doorways lead to the adjoining kitchen area.

4.88 out of 5 average rating, 384 reviews

Downtown Napa Retreat-Walking Distance to Main St.

This creekside retreat is the ideal location to enjoy Napa, walking distance to to Downtown and the popular Oxbow Market. Enjoy the wine country decor while you unwind on the patio and enjoy the complimentary bottle of wine and snacks upon your arrival. Feel like cooking in? There is a well-equipped kitchen and BBQ grill. Want to burn some calories? Hop on the provided cruiser bikes and go roam around town. Permit Number VR16-0047

A classic white house with a welcoming front porch is framed by lush greenery and mature gardens. The well-maintained pathway leads to grand double doors, inviting guests into a historic home rich in character and charm.

4.96 out of 5 average rating, 302 reviews

Stoddard House

The Stoddard House is as rich in history as it is in appearance. Built in 1898, this classic home retains its original grandeur with mature gardens, vaulted ceilings, double parlor and Red Fir floors. Not your average vacation rental, this house is exceptional in every way adding to your memorable wine country experience. City of Napa Vacation Rental Permit #VR09-0048. Business Lic # 27743.

Popular amenities for St. Helena house rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.92 out of 5 average rating, 120 reviews

A heated swimming pool reflects the early evening sky, surrounded by lush greenery. Comfortable lounge chairs are positioned around the pool, complemented by a shaded umbrella. The vineyard is visible in the background, enhancing the peaceful atmosphere of this outdoor space.

Home in Healdsburg

Vineyard Vista, Modern Farmhouse Cottage with Pool

4.95 out of 5 average rating, 167 reviews

An outdoor space features a plunge pool surrounded by a sun deck with lounge chairs and a sun umbrella. The home, with its wood accents, is set against a backdrop of tall redwood trees, contributing to a serene, natural setting.

Home in Occidental

Modern mid-century-inspired, Deer Ranch

4.99 out of 5 average rating, 184 reviews

A private outdoor pool area features a sleek, blue pool surrounded by smooth stone tiles. Chaise lounges are positioned nearby, inviting relaxation. The setting is complemented by a rustic wooden structure and a charming home with a brick chimney, set against a colorful sunset sky.

Home in Sonoma

Vineyard-House Escape in Sonoma Wine Country

4.96 out of 5 average rating, 115 reviews

Wine Country Retreat- Privacy-Spa/Pool/Games

The outdoor space features a gazebo with a fire pit, surrounded by comfortable seating. Lounge chairs are positioned near an unheated pool, and a dining table with seating is visible in the background, creating a welcoming atmosphere for relaxation and gatherings.

4.93 out of 5 average rating, 151 reviews

PrivateWarm&Cozy+Spa+Pool+FirePit+Wifi!

4.97 out of 5 average rating, 142 reviews

A well-maintained pool area is showcased, with clear water reflecting the blue sky. Surrounding the pool, a spacious deck is visible with outdoor furniture and access to a raised deck. Lush trees provide natural shade to the area.

Home in Petaluma

Nice Wine Country Family Home

4.97 out of 5 average rating, 213 reviews

Happy House Getaway - Pool, Hot Tub & Wine Country

Superhost

A hot tub bubbles gently, positioned next to a large swimming pool. Lush greenery surrounds the area, complemented by a vibrant sky with hues of orange and pink. A lounge chair and a sun umbrella are visible in the background, enhancing the outdoor relaxation space.

Home in Montgomery Village

4.87 out of 5 average rating, 244 reviews

Cozy Home w/ Hot Tub/Pool- near Shops, Wine, Food

Weekly house rentals

A charming cottage exterior showcases a light-colored façade contrasted by dark window frames and a blue door. Potted plants adorn the entrance, and a pathway leads to the door, surrounded by gravel and landscaped areas. Vineyards are visible in the background under a clear blue sky.

5 out of 5 average rating, 24 reviews

Downtown St. Helena Vineyard Cottage

An outdoor living space features comfortable gray couches with soft cushions, styled with a low wooden coffee table. Stone walls and olive trees create a natural backdrop, while string lights provide gentle illumination overhead. A landscaped area with gravel completes the serene atmosphere.

5 out of 5 average rating, 32 reviews

Luxury Retreat: Fireplace, Hot Tub & Zen Garden

4.84 out of 5 average rating, 293 reviews

A bright bedroom features yellow walls adorned with an art piece alongside a cozy queen bed covered in a floral duvet. A bookshelf is positioned against one wall, and an armchair provides additional seating. The doorway to a bathroom is visible, adding convenience.

Home in Sonoma

Sonoma Shangri-La Walk to Fairmont close to Plaza

The charming cottage features a welcoming front porch with a red door, surrounded by well-maintained gardens. Stone pathway leads to the entrance, with vibrant plants and gravel landscaping enhancing the outdoor space. Mature trees and vineyards are visible in the backdrop.

5 out of 5 average rating, 21 reviews

Charming Wine Country cottage close to downtown

A vibrant hot air balloon floats above a vineyard, showcasing a striking yellow and black pattern. The landscape features well-manicured lawns and shrubs, with a chain-link fence partially enhancing the view of the mountains in the distance.

4.98 out of 5 average rating, 398 reviews

Vineyard House In The Heart Of Napa Valley

A serene view of the landscape is captured, featuring tall oak and madrone trees with varying autumn colors. In the distance, gentle hills rise under a partly cloudy sky, providing a tranquil backdrop for the peaceful surroundings.

4.94 out of 5 average rating, 83 reviews

Calistoga Hills Hideaway on 22 Acres

5 out of 5 average rating, 12 reviews

Vineyard View Home + Complimentary Wine Tasting

5 out of 5 average rating, 16 reviews

Winter Special! Firepit• Patio • Golf Course Views

Private house rentals

A cozy bedroom features a spacious bed adorned with decorative pillows. Two armchairs are positioned near a window, offering a view of the greenery outside. Light-colored curtains frame the windows, enhancing the bright atmosphere while a bedside lamp provides soft illumination.

4.87 out of 5 average rating, 71 reviews

perfect Vacation House & Napa

A spacious living area is highlighted by a stone fireplace, surrounded by comfortable seating and natural light. A dining area is visible in the background, complemented by large windows showcasing outdoor views. Neutral decor elements and a textured rug add warmth to the space.

5 out of 5 average rating, 31 reviews

Wine Country Retreat with Vineyard Views

A two-story home features a warm-toned exterior with a mix of stucco and stone accents. Large windows are adorned with grilles, allowing natural light to illuminate the interior. The landscaped front yard includes a variety of plants and a small tree, enhancing the inviting curb appeal.

5 out of 5 average rating, 30 reviews

Urban Retreat in the Heart of Napa Valley!

5 out of 5 average rating, 5 reviews

Charming Napa Home | Sleeps 6

Superhost

A bright kitchen area is highlighted by a wooden bar with two high-backed stools. A modern refrigerator and cabinetry are visible in the background, while natural light filters through a nearby window, casting a warm glow over the space.

5 out of 5 average rating, 9 reviews

Cozy Hillside Home With A View

5 out of 5 average rating, 13 reviews

Home in Middletown

Historic Beauty in downtown Middletown

5 out of 5 average rating, 10 reviews

Home in Kenwood

Meadowhouse | Secluded Sonoma Wine Country Home

The charming exterior of The Calistoga Dream Inn features a light yellow facade with purple accents. A welcoming porch area is highlighted, while the well-manicured lawn and pathway lead to the entrance. Natural greenery is visible surrounding the property.